2-aminomethyl-5-(pyridin-4-yl)-1H-pyrrole-3-carboxylic acid hydrochloride | 1009056-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-aminomethyl-5-(pyridin-4-yl)-1H-pyrrole-3-carboxylic acid hydrochloride
• 英文别名: 2-(aminomethyl)-5-pyridin-4-yl-1H-pyrrole-3-carboxylic acid;hydrochloride
• CAS: 1009056-11-4
• 化学式: C₁₁H₁₁N₃O₂*ClH
• 分子量: 253.688
• InChiKey: QEOCZLXUZBRTQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  92
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-aminomethyl-5-(pyridin-4-yl)-1H-pyrrole-3-carboxylic acid hydrochloride 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以45%的产率得到2-pyridin-4-yl-5,6-dihydro-1H-pyrrolo[3,4-b]pyrrol-4-one
  参考文献：
  名称：

  Cdc7 Kinase Inhibitors: Pyrrolopyridinones as Potential Antitumor Agents. 1. Synthesis and Structure–Activity Relationships

  摘要：

  Cdc7 kinase is an essential protein that promotes DNA replication in eukaryotic organisms. Genetic evidence indicates that Cdc7 inhibition can cause selective tumor-cell death in a p53-independent manner, supporting the rationale for developing Cdc7 small-molecule inhibitors for the treatment of cancers. In this paper, the synthesis and structure-activity relationships of 2-heteroaryl-pyrrolopyridinones, the first potent Cdc7 kinase inhibitors, are,described. Starting from 2-pyridin-4-yl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one, progress toward a simple scaffold, tailored for Cdc7 inhibition, is reported.

  DOI：

  10.1021/jm700956r
• 作为产物：
  描述：

  2-(tert-butoxycarbonylaminomethyl)-5-(pyridin-4-yl)-1H-pyrrole-3-carboxylic acid 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以98%的产率得到2-aminomethyl-5-(pyridin-4-yl)-1H-pyrrole-3-carboxylic acid hydrochloride
  参考文献：
  名称：

  Cdc7 Kinase Inhibitors: Pyrrolopyridinones as Potential Antitumor Agents. 1. Synthesis and Structure–Activity Relationships

  摘要：

  Cdc7 kinase is an essential protein that promotes DNA replication in eukaryotic organisms. Genetic evidence indicates that Cdc7 inhibition can cause selective tumor-cell death in a p53-independent manner, supporting the rationale for developing Cdc7 small-molecule inhibitors for the treatment of cancers. In this paper, the synthesis and structure-activity relationships of 2-heteroaryl-pyrrolopyridinones, the first potent Cdc7 kinase inhibitors, are,described. Starting from 2-pyridin-4-yl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one, progress toward a simple scaffold, tailored for Cdc7 inhibition, is reported.

  DOI：

  10.1021/jm700956r

文献信息

• Cdc7 Kinase Inhibitors: Pyrrolopyridinones as Potential Antitumor Agents. 1. Synthesis and Structure–Activity Relationships
  作者：Ermes Vanotti、Raffaella Amici、Alberto Bargiotti、Jens Berthelsen、Roberta Bosotti、Antonella Ciavolella、Alessandra Cirla、Cinzia Cristiani、Roberto D’Alessio、Barbara Forte、Antonella Isacchi、Katia Martina、Maria Menichincheri、Antonio Molinari、Alessia Montagnoli、Paolo Orsini、Antonio Pillan、Fulvia Roletto、Alessandra Scolaro、Marcellino Tibolla、Barbara Valsasina、Mario Varasi、Daniele Volpi、Corrado Santocanale

  DOI：10.1021/jm700956r

  日期：2008.2.1

  Cdc7 kinase is an essential protein that promotes DNA replication in eukaryotic organisms. Genetic evidence indicates that Cdc7 inhibition can cause selective tumor-cell death in a p53-independent manner, supporting the rationale for developing Cdc7 small-molecule inhibitors for the treatment of cancers. In this paper, the synthesis and structure-activity relationships of 2-heteroaryl-pyrrolopyridinones, the first potent Cdc7 kinase inhibitors, are,described. Starting from 2-pyridin-4-yl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one, progress toward a simple scaffold, tailored for Cdc7 inhibition, is reported.